1955
DOI: 10.1021/ja01621a058
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A Carbon-14 Isotope Effect Study of the Dieckmann Condensation of Diethyl Phenylenediacetate1,2

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Cited by 15 publications
(2 citation statements)
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“…We wish to report here an unprecedented base-induced anionic sequence involving five different reactions for the flexible and efficient preparation of various cycloheptenes, starting from simple cyclic β-keto esters 1 and 2 and 2-substituted acroleins 3 (Scheme ).…”
mentioning
confidence: 99%
“…We wish to report here an unprecedented base-induced anionic sequence involving five different reactions for the flexible and efficient preparation of various cycloheptenes, starting from simple cyclic β-keto esters 1 and 2 and 2-substituted acroleins 3 (Scheme ).…”
mentioning
confidence: 99%
“…Nmr data are given in Table I. l-Methyl-2,3-dicarbethoxy-4-methylamino-l,2,5,6-tetrahydropyridine (11).-Compound 11 was regenerated from the viscous, oily hydrochloride formed from treatment of the cyclization reaction products with hydrogen chloride by the same procedure used to regenerate 8 from its salt. The nmr spectrum of 11 had the following bands: S 1.24 and 1.28 (triplets, 6H)4.13 (quartet, 4 H) two OCff2Ctf3, 2.41 (singlet, 3 H, NC ,), 2.50-2.66 (multiplet 4 H), 2.82 (doublet, 3 H, C=CNHCH3), and 8.66 An authentic sample of 11 was prepared by adding 0.17 g (0.0055 mole) of methylamine in absolute alcohol to a solution of 1.28 g (0.005 mole) of freshly generated 8 in 25 ml of dry benzene.…”
Section: Experimental Section20mentioning
confidence: 99%